CA2019593C - Emulsion pour revetements possedant une resistance amelioree a l'opalescence - Google Patents

Emulsion pour revetements possedant une resistance amelioree a l'opalescence Download PDF

Info

Publication number: CA2019593C
Authority: CA; Canada
Prior art keywords: specified; weight percent; latex; fatty alcohol; water
Prior art date: 1989-10-06
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired - Fee Related

Application number

CA002019593A

Other languages

English (en)

Other versions

CA2019593A1 (fr

Inventor

Gary L. Burroway

Albert M. Gesenhues

Jennifer T. Braden

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Goodyear Tire and Rubber Co

Original Assignee

Goodyear Tire and Rubber Co

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1989-10-06

Filing date

1990-06-22

Publication date

2000-11-07

1990-06-22 Application filed by Goodyear Tire and Rubber Co filed Critical Goodyear Tire and Rubber Co

1991-04-06 Publication of CA2019593A1 publication Critical patent/CA2019593A1/fr

2000-11-07 Application granted granted Critical

2000-11-07 Publication of CA2019593C publication Critical patent/CA2019593C/fr

2010-06-22 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

238000000576 coating method Methods 0.000 title claims abstract description 53
229920000126 latex Polymers 0.000 title claims abstract description 52
239000004816 latex Substances 0.000 title claims abstract description 48
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 79
239000000178 monomer Substances 0.000 claims abstract description 49
239000004094 surface-active agent Substances 0.000 claims abstract description 35
238000000034 method Methods 0.000 claims abstract description 32
239000000203 mixture Substances 0.000 claims abstract description 26
-1 phosphate ester Chemical class 0.000 claims abstract description 26
229910019142 PO4 Inorganic materials 0.000 claims abstract description 19
239000010452 phosphate Substances 0.000 claims abstract description 19
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims abstract description 18
125000005250 alkyl acrylate group Chemical group 0.000 claims abstract description 13
150000001728 carbonyl compounds Chemical class 0.000 claims abstract description 13
150000003254 radicals Chemical class 0.000 claims abstract description 13
229920002554 vinyl polymer Polymers 0.000 claims abstract description 11
229910021529 ammonia Inorganic materials 0.000 claims abstract description 9
239000000839 emulsion Substances 0.000 claims abstract description 4
238000004519 manufacturing process Methods 0.000 claims abstract description 4
230000003472 neutralizing effect Effects 0.000 claims abstract description 4
230000000379 polymerizing effect Effects 0.000 claims abstract description 3
238000006116 polymerization reaction Methods 0.000 claims description 22
150000002191 fatty alcohols Chemical group 0.000 claims description 17
239000008199 coating composition Substances 0.000 claims description 16
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 13
125000004432 carbon atom Chemical group C* 0.000 claims description 13
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 9
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 9
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 9
238000007720 emulsion polymerization reaction Methods 0.000 claims description 7
239000002736 nonionic surfactant Substances 0.000 claims description 7
229920005862 polyol Polymers 0.000 claims description 7
150000003077 polyols Chemical group 0.000 claims description 7
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 6
239000003795 chemical substances by application Substances 0.000 claims description 6
CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical group CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 5
229920001577 copolymer Polymers 0.000 claims description 3
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
239000011248 coating agent Substances 0.000 abstract description 24
239000000758 substrate Substances 0.000 abstract description 10
JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 abstract description 6
229910052751 metal Inorganic materials 0.000 abstract description 6
239000002184 metal Substances 0.000 abstract description 6
238000005260 corrosion Methods 0.000 abstract description 5
230000007797 corrosion Effects 0.000 abstract description 5
230000015572 biosynthetic process Effects 0.000 abstract description 3
230000005540 biological transmission Effects 0.000 abstract description 2
238000003786 synthesis reaction Methods 0.000 abstract 1
239000011347 resin Substances 0.000 description 20
229920005989 resin Polymers 0.000 description 20
238000012360 testing method Methods 0.000 description 16
239000000243 solution Substances 0.000 description 14
239000004014 plasticizer Substances 0.000 description 12
150000003839 salts Chemical class 0.000 description 11
239000002904 solvent Substances 0.000 description 8
150000002148 esters Chemical class 0.000 description 7
229920000642 polymer Polymers 0.000 description 7
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 6
125000000217 alkyl group Chemical group 0.000 description 6
238000006243 chemical reaction Methods 0.000 description 6
239000003999 initiator Substances 0.000 description 6
238000002360 preparation method Methods 0.000 description 6
150000001875 compounds Chemical class 0.000 description 5
238000002156 mixing Methods 0.000 description 5
239000007921 spray Substances 0.000 description 5
229910000831 Steel Inorganic materials 0.000 description 4
239000002253 acid Substances 0.000 description 4
DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 4
239000010959 steel Substances 0.000 description 4
MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Chemical class CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 3
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 3
XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 3
239000007853 buffer solution Substances 0.000 description 3
150000001718 carbodiimides Chemical class 0.000 description 3
239000006185 dispersion Substances 0.000 description 3
LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 3
239000001530 fumaric acid Substances 0.000 description 3
229930195733 hydrocarbon Natural products 0.000 description 3
239000007788 liquid Substances 0.000 description 3
IRIAEXORFWYRCZ-UHFFFAOYSA-N n-butyl benzyl phthalate Natural products CCCCOC(=O)C1=CC=CC=C1C(=O)OCC1=CC=CC=C1 IRIAEXORFWYRCZ-UHFFFAOYSA-N 0.000 description 3
CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical class OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 3
239000007787 solid Substances 0.000 description 3
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
NXQMCAOPTPLPRL-UHFFFAOYSA-N 2-(2-benzoyloxyethoxy)ethyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCCOCCOC(=O)C1=CC=CC=C1 NXQMCAOPTPLPRL-UHFFFAOYSA-N 0.000 description 2
JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 2
POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 2
LVAGMBHLXLZJKZ-UHFFFAOYSA-N 2-o-decyl 1-o-octyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC LVAGMBHLXLZJKZ-UHFFFAOYSA-N 0.000 description 2
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
239000004215 Carbon black (E152) Substances 0.000 description 2
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
KCXZNSGUUQJJTR-UHFFFAOYSA-N Di-n-hexyl phthalate Chemical compound CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCC KCXZNSGUUQJJTR-UHFFFAOYSA-N 0.000 description 2
239000004593 Epoxy Substances 0.000 description 2
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
229920000877 Melamine resin Polymers 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
MURWRBWZIMXKGC-UHFFFAOYSA-N Phthalsaeure-butylester-octylester Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC MURWRBWZIMXKGC-UHFFFAOYSA-N 0.000 description 2
239000002202 Polyethylene glycol Substances 0.000 description 2
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
125000002015 acyclic group Chemical group 0.000 description 2
WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 2
239000001361 adipic acid Substances 0.000 description 2
235000011037 adipic acid Nutrition 0.000 description 2
239000003513 alkali Substances 0.000 description 2
239000000908 ammonium hydroxide Substances 0.000 description 2
ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 2
150000001536 azelaic acids Chemical class 0.000 description 2
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 2
238000009835 boiling Methods 0.000 description 2
125000004122 cyclic group Chemical group 0.000 description 2
230000007423 decrease Effects 0.000 description 2
ZQMIGQNCOMNODD-UHFFFAOYSA-N diacetyl peroxide Chemical compound CC(=O)OOC(C)=O ZQMIGQNCOMNODD-UHFFFAOYSA-N 0.000 description 2
FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 2
JQCXWCOOWVGKMT-UHFFFAOYSA-N diheptyl phthalate Chemical compound CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC JQCXWCOOWVGKMT-UHFFFAOYSA-N 0.000 description 2
150000002009 diols Chemical class 0.000 description 2
238000005516 engineering process Methods 0.000 description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
238000002474 experimental method Methods 0.000 description 2
JFCQEDHGNNZCLN-UHFFFAOYSA-N glutaric acid Chemical class OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 2
150000002334 glycols Chemical class 0.000 description 2
150000002430 hydrocarbons Chemical class 0.000 description 2
230000002209 hydrophobic effect Effects 0.000 description 2
239000004615 ingredient Substances 0.000 description 2
150000007974 melamines Chemical class 0.000 description 2
150000002739 metals Chemical class 0.000 description 2
LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 2
150000005673 monoalkenes Chemical class 0.000 description 2
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical class CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
239000003921 oil Substances 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
239000003973 paint Substances 0.000 description 2
230000035699 permeability Effects 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
150000003014 phosphoric acid esters Chemical class 0.000 description 2
LGRFSURHDFAFJT-UHFFFAOYSA-N phthalic anhydride Chemical class C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 2
229920003023 plastic Polymers 0.000 description 2
239000004033 plastic Substances 0.000 description 2
229920000647 polyepoxide Polymers 0.000 description 2
229920001223 polyethylene glycol Polymers 0.000 description 2
229920001451 polypropylene glycol Chemical class 0.000 description 2
239000012429 reaction media Substances 0.000 description 2
150000003329 sebacic acid derivatives Chemical class 0.000 description 2
239000000126 substance Substances 0.000 description 2
125000005590 trimellitic acid group Chemical class 0.000 description 2
239000002023 wood Substances 0.000 description 2
QEQBMZQFDDDTPN-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy benzenecarboperoxoate Chemical compound CC(C)(C)OOOC(=O)C1=CC=CC=C1 QEQBMZQFDDDTPN-UHFFFAOYSA-N 0.000 description 1
BLKRGXCGFRXRNQ-SNAWJCMRSA-N (z)-3-carbonoperoxoyl-4,4-dimethylpent-2-enoic acid Chemical compound OC(=O)/C=C(C(C)(C)C)\C(=O)OO BLKRGXCGFRXRNQ-SNAWJCMRSA-N 0.000 description 1
CDGSOUOOAKXNKU-RPYYYHSRSA-N (z,12r)-2-acetyl-12-hydroxyoctadec-9-enoic acid Chemical class CCCCCC[C@@H](O)C\C=C/CCCCCCC(C(C)=O)C(O)=O CDGSOUOOAKXNKU-RPYYYHSRSA-N 0.000 description 1
NHOMNMJPIVXQAD-UHFFFAOYSA-N 1,1'-biphenyl;phthalic acid Chemical compound C1=CC=CC=C1C1=CC=CC=C1.OC(=O)C1=CC=CC=C1C(O)=O NHOMNMJPIVXQAD-UHFFFAOYSA-N 0.000 description 1
QWUWMCYKGHVNAV-UHFFFAOYSA-N 1,2-dihydrostilbene Chemical group C=1C=CC=CC=1CCC1=CC=CC=C1 QWUWMCYKGHVNAV-UHFFFAOYSA-N 0.000 description 1
XSZYESUNPWGWFQ-UHFFFAOYSA-N 1-(2-hydroperoxypropan-2-yl)-4-methylcyclohexane Chemical compound CC1CCC(C(C)(C)OO)CC1 XSZYESUNPWGWFQ-UHFFFAOYSA-N 0.000 description 1
UXKQGJYFPNFUJY-UHFFFAOYSA-N 1-(2-methylbutan-2-yldiazenyl)cyclohexane-1-carbonitrile Chemical compound CCC(C)(C)N=NC1(C#N)CCCCC1 UXKQGJYFPNFUJY-UHFFFAOYSA-N 0.000 description 1
ITOCRZXQUJQDPI-UHFFFAOYSA-N 1-[2,3-bis(2,4,4-trimethylpentan-2-yl)phenoxy]-2,3-bis(2,4,4-trimethylpentan-2-yl)benzene Chemical compound CC(C)(C)CC(C)(C)C1=CC=CC(OC=2C(=C(C=CC=2)C(C)(C)CC(C)(C)C)C(C)(C)CC(C)(C)C)=C1C(C)(C)CC(C)(C)C ITOCRZXQUJQDPI-UHFFFAOYSA-N 0.000 description 1
BZWNXSYJJUZESP-UHFFFAOYSA-N 1-[2-[2-[2-(2-butoxyethoxy)ethoxymethoxy]ethoxy]ethoxy]butane 2-butoxyethyl nonanoate Chemical compound CCCCCCCCC(=O)OCCOCCCC.CCCCOCCOCCOCOCCOCCOCCCC BZWNXSYJJUZESP-UHFFFAOYSA-N 0.000 description 1
LGJCFVYMIJLQJO-UHFFFAOYSA-N 1-dodecylperoxydodecane Chemical compound CCCCCCCCCCCCOOCCCCCCCCCCCC LGJCFVYMIJLQJO-UHFFFAOYSA-N 0.000 description 1
RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
SCBAGIFUMKCHBM-UHFFFAOYSA-N 1-o-(2-methylpropyl) 2-o-octan-3-yl benzene-1,2-dicarboxylate Chemical compound CCCCCC(CC)OC(=O)C1=CC=CC=C1C(=O)OCC(C)C SCBAGIFUMKCHBM-UHFFFAOYSA-N 0.000 description 1
LPYUOHUCVXCMSY-UHFFFAOYSA-N 1-o-hexyl 2-o-(8-methylnonyl) benzene-1,2-dicarboxylate Chemical compound CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC(C)C LPYUOHUCVXCMSY-UHFFFAOYSA-N 0.000 description 1
HQOVXPHOJANJBR-UHFFFAOYSA-N 2,2-bis(tert-butylperoxy)butane Chemical compound CC(C)(C)OOC(C)(CC)OOC(C)(C)C HQOVXPHOJANJBR-UHFFFAOYSA-N 0.000 description 1
YAJYJWXEWKRTPO-UHFFFAOYSA-N 2,3,3,4,4,5-hexamethylhexane-2-thiol Chemical compound CC(C)C(C)(C)C(C)(C)C(C)(C)S YAJYJWXEWKRTPO-UHFFFAOYSA-N 0.000 description 1
PACBIGNRUWABMA-UHFFFAOYSA-N 2-(2,3-dihydro-1,3-benzothiazol-2-yl)-6-dodecyl-4-methylphenol Chemical compound CCCCCCCCCCCCC1=CC(C)=CC(C2SC3=CC=CC=C3N2)=C1O PACBIGNRUWABMA-UHFFFAOYSA-N 0.000 description 1
SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
RTGQGAXEHFZMBG-UHFFFAOYSA-N 2-(2-nonanoyloxyethoxy)ethyl nonanoate Chemical compound CCCCCCCCC(=O)OCCOCCOC(=O)CCCCCCCC RTGQGAXEHFZMBG-UHFFFAOYSA-N 0.000 description 1
XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
KESQFSZFUCZCEI-UHFFFAOYSA-N 2-(5-nitropyridin-2-yl)oxyethanol Chemical compound OCCOC1=CC=C([N+]([O-])=O)C=N1 KESQFSZFUCZCEI-UHFFFAOYSA-N 0.000 description 1
YEVQZPWSVWZAOB-UHFFFAOYSA-N 2-(bromomethyl)-1-iodo-4-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=C(I)C(CBr)=C1 YEVQZPWSVWZAOB-UHFFFAOYSA-N 0.000 description 1
QEVGZEDELICMKH-UHFFFAOYSA-L 2-(carboxylatomethoxy)acetate Chemical compound [O-]C(=O)COCC([O-])=O QEVGZEDELICMKH-UHFFFAOYSA-L 0.000 description 1
PYKCEDJHRUUDRK-UHFFFAOYSA-N 2-(tert-butyldiazenyl)-2-methylpropanenitrile Chemical compound CC(C)(C)N=NC(C)(C)C#N PYKCEDJHRUUDRK-UHFFFAOYSA-N 0.000 description 1
WGUWOLAXPCRPKH-UHFFFAOYSA-N 2-(tert-butyldiazenyl)cyclohexane-1-carbonitrile Chemical compound CC(C)(C)N=NC1CCCCC1C#N WGUWOLAXPCRPKH-UHFFFAOYSA-N 0.000 description 1
UBQXQCCAPASFJR-UHFFFAOYSA-N 2-[2-(2-nonanoyloxyethoxy)ethoxy]ethyl nonanoate Chemical compound CCCCCCCCC(=O)OCCOCCOCCOC(=O)CCCCCCCC UBQXQCCAPASFJR-UHFFFAOYSA-N 0.000 description 1
DZZKOQCBJZPOOT-UHFFFAOYSA-N 2-[2-[2-[2-(2-ethylbutanoyloxy)ethoxy]ethoxy]ethoxy]ethyl 2-ethylbutanoate Chemical compound CCC(CC)C(=O)OCCOCCOCCOCCOC(=O)C(CC)CC DZZKOQCBJZPOOT-UHFFFAOYSA-N 0.000 description 1
XFDQLDNQZFOAFK-UHFFFAOYSA-N 2-benzoyloxyethyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCCOC(=O)C1=CC=CC=C1 XFDQLDNQZFOAFK-UHFFFAOYSA-N 0.000 description 1
ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
LIAWCKFOFPPVGF-UHFFFAOYSA-N 2-ethyladamantane Chemical compound C1C(C2)CC3CC1C(CC)C2C3 LIAWCKFOFPPVGF-UHFFFAOYSA-N 0.000 description 1
WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 description 1
JBGDSVVIBTXYJD-UHFFFAOYSA-N 2-hydroxy-4-oxopentane-1,2,3-tricarboxylic acid Chemical class CC(=O)C(C(O)=O)C(O)(C(O)=O)CC(O)=O JBGDSVVIBTXYJD-UHFFFAOYSA-N 0.000 description 1
DISOBDRLYQMQDY-UHFFFAOYSA-N 2-o-(6-methylheptyl) 1-o-(8-methylnonyl) benzene-1,2-dicarboxylate Chemical compound CC(C)CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCC(C)C DISOBDRLYQMQDY-UHFFFAOYSA-N 0.000 description 1
TYLLMRSWXAGLFH-UHFFFAOYSA-N 2-o-(8-methylnonyl) 1-o-tridecyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC(C)C TYLLMRSWXAGLFH-UHFFFAOYSA-N 0.000 description 1
OMQBXAQAHHFSST-UHFFFAOYSA-N 2-o-decyl 1-o-hexyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCC OMQBXAQAHHFSST-UHFFFAOYSA-N 0.000 description 1
VYZKQGGPNIFCLD-UHFFFAOYSA-N 3,3-dimethylhexane-2,2-diol Chemical compound CCCC(C)(C)C(C)(O)O VYZKQGGPNIFCLD-UHFFFAOYSA-N 0.000 description 1
ALKCLFLTXBBMMP-UHFFFAOYSA-N 3,7-dimethylocta-1,6-dien-3-yl hexanoate Chemical compound CCCCCC(=O)OC(C)(C=C)CCC=C(C)C ALKCLFLTXBBMMP-UHFFFAOYSA-N 0.000 description 1
FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
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238000013019 agitation Methods 0.000 description 1
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230000004888 barrier function Effects 0.000 description 1
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SAOKZLXYCUGLFA-UHFFFAOYSA-N bis(2-ethylhexyl) adipate Chemical compound CCCCC(CC)COC(=O)CCCCC(=O)OCC(CC)CCCC SAOKZLXYCUGLFA-UHFFFAOYSA-N 0.000 description 1
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239000001569 carbon dioxide Substances 0.000 description 1
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125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
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238000005266 casting Methods 0.000 description 1
238000012512 characterization method Methods 0.000 description 1
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238000001246 colloidal dispersion Methods 0.000 description 1
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YICSVBJRVMLQNS-UHFFFAOYSA-N dibutyl phenyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OC1=CC=CC=C1 YICSVBJRVMLQNS-UHFFFAOYSA-N 0.000 description 1
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XFKBBSZEQRFVSL-UHFFFAOYSA-N dipropan-2-yl decanedioate Chemical compound CC(C)OC(=O)CCCCCCCCC(=O)OC(C)C XFKBBSZEQRFVSL-UHFFFAOYSA-N 0.000 description 1
238000009826 distribution Methods 0.000 description 1
YCZJVRCZIPDYHH-UHFFFAOYSA-N ditridecyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCCCCCC YCZJVRCZIPDYHH-UHFFFAOYSA-N 0.000 description 1
229910001651 emery Inorganic materials 0.000 description 1
238000004945 emulsification Methods 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
239000003344 environmental pollutant Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
238000009472 formulation Methods 0.000 description 1
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238000010438 heat treatment Methods 0.000 description 1
QWVBGCWRHHXMRM-UHFFFAOYSA-N hexadecoxycarbonyloxy hexadecyl carbonate Chemical compound CCCCCCCCCCCCCCCCOC(=O)OOC(=O)OCCCCCCCCCCCCCCCC QWVBGCWRHHXMRM-UHFFFAOYSA-N 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
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150000002688 maleic acid derivatives Chemical class 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
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238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
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DKYVVNLWACXMDW-UHFFFAOYSA-N n-cyclohexyl-4-methylbenzenesulfonamide Chemical compound C1=CC(C)=CC=C1S(=O)(=O)NC1CCCCC1 DKYVVNLWACXMDW-UHFFFAOYSA-N 0.000 description 1
OHPZPBNDOVQJMH-UHFFFAOYSA-N n-ethyl-4-methylbenzenesulfonamide Chemical compound CCNS(=O)(=O)C1=CC=C(C)C=C1 OHPZPBNDOVQJMH-UHFFFAOYSA-N 0.000 description 1
150000002790 naphthalenes Chemical class 0.000 description 1
238000009828 non-uniform distribution Methods 0.000 description 1
SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
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YAFOVCNAQTZDQB-UHFFFAOYSA-N octyl diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)(OCCCCCCCC)OC1=CC=CC=C1 YAFOVCNAQTZDQB-UHFFFAOYSA-N 0.000 description 1
JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
150000003022 phthalic acids Chemical class 0.000 description 1
125000001557 phthalyl group Chemical group C(=O)(O)C1=C(C(=O)*)C=CC=C1 0.000 description 1
239000000049 pigment Substances 0.000 description 1
USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
235000013772 propylene glycol Nutrition 0.000 description 1
238000011084 recovery Methods 0.000 description 1
239000011150 reinforced concrete Substances 0.000 description 1
WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical class CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 1
229930195734 saturated hydrocarbon Natural products 0.000 description 1
230000035945 sensitivity Effects 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
235000020354 squash Nutrition 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
150000003890 succinate salts Chemical class 0.000 description 1
229940124530 sulfonamide Drugs 0.000 description 1
150000003456 sulfonamides Chemical class 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
150000003899 tartaric acid esters Chemical class 0.000 description 1
150000001911 terphenyls Chemical class 0.000 description 1
SWAXTRYEYUTSAP-UHFFFAOYSA-N tert-butyl ethaneperoxoate Chemical compound CC(=O)OOC(C)(C)C SWAXTRYEYUTSAP-UHFFFAOYSA-N 0.000 description 1
CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical class CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
UDEJEOLNSNYQSX-UHFFFAOYSA-J tetrasodium;2,4,6,8-tetraoxido-1,3,5,7,2$l^{5},4$l^{5},6$l^{5},8$l^{5}-tetraoxatetraphosphocane 2,4,6,8-tetraoxide Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P1(=O)OP([O-])(=O)OP([O-])(=O)OP([O-])(=O)O1 UDEJEOLNSNYQSX-UHFFFAOYSA-J 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
MXHBQKVKHGQWRB-UHFFFAOYSA-N trihexyl benzene-1,2,4-tricarboxylate Chemical compound CCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCC)C(C(=O)OCCCCCC)=C1 MXHBQKVKHGQWRB-UHFFFAOYSA-N 0.000 description 1
JNXDCMUUZNIWPQ-UHFFFAOYSA-N trioctyl benzene-1,2,4-tricarboxylate Chemical compound CCCCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCCCC)C(C(=O)OCCCCCCCC)=C1 JNXDCMUUZNIWPQ-UHFFFAOYSA-N 0.000 description 1
XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
WTLBZVNBAKMVDP-UHFFFAOYSA-N tris(2-butoxyethyl) phosphate Chemical compound CCCCOCCOP(=O)(OCCOCCCC)OCCOCCCC WTLBZVNBAKMVDP-UHFFFAOYSA-N 0.000 description 1
HQUQLFOMPYWACS-UHFFFAOYSA-N tris(2-chloroethyl) phosphate Chemical compound ClCCOP(=O)(OCCCl)OCCCl HQUQLFOMPYWACS-UHFFFAOYSA-N 0.000 description 1
WDRCVXGINNJWPH-UHFFFAOYSA-N tris(6-methylheptyl) benzene-1,2,4-tricarboxylate Chemical compound CC(C)CCCCCOC(=O)C1=CC=C(C(=O)OCCCCCC(C)C)C(C(=O)OCCCCCC(C)C)=C1 WDRCVXGINNJWPH-UHFFFAOYSA-N 0.000 description 1
YPDXSCXISVYHOB-UHFFFAOYSA-N tris(7-methyloctyl) benzene-1,2,4-tricarboxylate Chemical compound CC(C)CCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCCC(C)C)C(C(=O)OCCCCCCC(C)C)=C1 YPDXSCXISVYHOB-UHFFFAOYSA-N 0.000 description 1
FJFYFBRNDHRTHL-UHFFFAOYSA-N tris(8-methylnonyl) benzene-1,2,4-tricarboxylate Chemical compound CC(C)CCCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCCCC(C)C)C(C(=O)OCCCCCCCC(C)C)=C1 FJFYFBRNDHRTHL-UHFFFAOYSA-N 0.000 description 1
239000002966 varnish Substances 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring

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Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Paints Or Removers (AREA)
Compositions Of Macromolecular Compounds (AREA)

CA002019593A 1989-10-06 1990-06-22 Emulsion pour revetements possedant une resistance amelioree a l'opalescence Expired - Fee Related CA2019593C (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US07/418,037 US4968741A (en)	1989-10-06	1989-10-06	Latex for coatings having reduced blushing characteristics
US418,037		1989-10-06

Publications (2)

Publication Number	Publication Date
CA2019593A1 CA2019593A1 (fr)	1991-04-06
CA2019593C true CA2019593C (fr)	2000-11-07

Family

ID=23656416

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002019593A Expired - Fee Related CA2019593C (fr)	1989-10-06	1990-06-22	Emulsion pour revetements possedant une resistance amelioree a l'opalescence

Country Status (7)

Country	Link
US (1)	US4968741A (fr)
EP (1)	EP0421909B1 (fr)
JP (1)	JP3002517B2 (fr)
AU (1)	AU625985B2 (fr)
BR (1)	BR9004973A (fr)
CA (1)	CA2019593C (fr)
DE (1)	DE69026785T2 (fr)

Families Citing this family (25)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5122566A (en) *	1989-10-06	1992-06-16	The Goodyear Tire & Rubber Company	Latex for coatings having reduced blushing characteristics
US5191009A (en) *	1990-09-20	1993-03-02	The Goodyear Tire & Rubber Company	Process for producing stable latex
US5194469A (en) *	1991-02-28	1993-03-16	The Goodyear Tire & Rubber Company	Latex for coatings having improved flexibility
US5120768A (en) *	1991-05-09	1992-06-09	The Goodyear Tire & Rubber Company	Process for separating polyethylene terephthalate from polyvinyl chloride
ZA942350B (en) *	1993-04-08	1994-11-17	Shell Res Ltd	Polymers and polymer latices for use in anticorrosive paints and a process for preparing the same
US5973029A (en) *	1993-10-12	1999-10-26	The Sherwin-Williams Company	Corrosion-resistant waterborne paints
GB9418352D0 (en) *	1994-09-12	1994-11-02	Bp Chem Int Ltd	Plasticizer composition
CA2182155A1 (fr) *	1995-09-21	1997-03-22	Gary Lee Burroway	Latex utilises dans la preparation de compositions de revetement
US5777071A (en) *	1995-10-05	1998-07-07	Chemmasters	Water reducible curing and sealing compound
US5616635A (en)	1995-11-27	1997-04-01	The Goodyear Tire & Rubber Company	Aqueous multicolor paint
USH2041H1 (en)	1997-04-24	2002-08-06	The Goodyear Tire & Rubber Company	Water impervious carpet backing
US5962579A (en) *	1997-09-26	1999-10-05	The Goodyear Tire & Rubber Company	Coating for concrete structures
US7037385B2 (en)	1998-01-27	2006-05-02	Lord Corporation	Aqueous metal treatment composition
DE19810658A1 (de) *	1998-03-12	1999-11-25	Basf Ag	Wäßrige Polymerdispersion, enthaltend einen Emulgator mit Phosphatgruppen
US6521687B2 (en) *	1999-01-22	2003-02-18	Lord Corporation	Autodepositable adhesive
DE10119330A1 (de) *	2001-04-19	2002-10-24	Basf Ag	Verfahren zur Herstellung einer wässrigen Polymerdispersion durch radikalische wässrige Emulsionspolymerisation mit einer kontinuierlich hergestellten wässrigen Monomerenemulsion
US7067600B2 (en) *	2001-08-16	2006-06-27	The Goodyear Tire & Rubber Company	Modified silane compounds
US20050252782A9 (en) *	2001-08-31	2005-11-17	Lord Corporation	Autodeposition metal dip coating process
US6588427B1 (en) *	2002-02-25	2003-07-08	Kimberly-Clark Worldwide, Inc.	Heat and moisture exchanger adapter to closed suction catheter assembly and system having improved catheter cleaning
DE10236395A1 (de) *	2002-08-08	2004-02-19	Celanese Emulsions Gmbh	Wässrige Polymerdispersionen, Verfahren zu ihrer Herstellung sowie ihre Verwendung, insbesondere in Korrosionsschutzbeschichtung
US7178171B2 (en)	2002-08-19	2007-02-20	Kimberly-Clark Worldwide, Inc.	Elastomeric gloves having enhanced breathability
US20060172076A1 (en)	2002-08-30	2006-08-03	Lord Corporation	Autodeposition metal dip coating process
CN102391409B (zh) *	2011-08-24	2013-07-24	江苏三木集团有限公司	一种通用型热塑性丙烯酸树脂及其制备方法和应用
MX2021012186A (es) *	2019-04-05	2022-01-06	Emerald Kalama Chemical Llc	Aditivos multifuncionales con bajo contenido de cov para mejorar las propiedades de una pelicula polimerica a base de agua.
US20260078264A1 (en) *	2020-12-23	2026-03-19	Swimc Llc	Tintable Aqueous Paint Composition Having High Block and Scrub Resistance Containing Non-Fluorinated Additives

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3242121A (en) *	1961-05-17	1966-03-22	Union Carbide Corp	Method of preparing latex binder of styrene, an alkyl acrylate, and an ethylenically unsaturated carboxylic acid
FR1345844A (fr) *	1962-12-12	1963-12-13	Koppers Co Inc	Perfectionnements apportés aux procédés pour la production de particules plates de polymères de composés aromatiques vinyliques monomères, et aux particules plates ainsi obtenues
US4097440A (en) *	1974-11-04	1978-06-27	The Goodyear Tire & Rubber Company	Resin composition
US4153592A (en) *	1974-11-04	1979-05-08	The Goodyear Tire & Rubber Company	Method of preparing a coating composition
CA1056993A (fr) *	1974-11-04	1979-06-19	Michael J. Maximovich	Compose a base de resine
US4474926A (en) *	1983-01-31	1984-10-02	The Goodyear Tire & Rubber Company	Process for producing stable large particle size latices
US4609704A (en) *	1984-06-22	1986-09-02	Air Products And Chemicals, Inc.	Vinyl acetate/acrylate copolymer emulsions for paper coating compositions
US4794139A (en) *	1986-09-22	1988-12-27	The Goodyear Tire & Rubber Company	Thixotropic thickening agent for aqueous systems
EP0290777A3 (fr) *	1987-04-06	1990-05-02	Ppg Industries, Inc.	Latex anionique contenant des groupes acide et amine et son procédé de préparation
US5191009A (en) *	1990-09-20	1993-03-02	The Goodyear Tire & Rubber Company	Process for producing stable latex

1989
- 1989-10-06 US US07/418,037 patent/US4968741A/en not_active Expired - Lifetime
1990
- 1990-06-22 CA CA002019593A patent/CA2019593C/fr not_active Expired - Fee Related
- 1990-09-25 DE DE69026785T patent/DE69026785T2/de not_active Expired - Fee Related
- 1990-09-25 EP EP90630163A patent/EP0421909B1/fr not_active Expired - Lifetime
- 1990-10-04 BR BR909004973A patent/BR9004973A/pt not_active IP Right Cessation
- 1990-10-05 AU AU63852/90A patent/AU625985B2/en not_active Ceased
- 1990-10-05 JP JP2268284A patent/JP3002517B2/ja not_active Expired - Fee Related

Also Published As

Publication number	Publication date
AU6385290A (en)	1991-04-11
EP0421909B1 (fr)	1996-05-01
AU625985B2 (en)	1992-07-23
JP3002517B2 (ja)	2000-01-24
EP0421909A3 (en)	1991-09-18
DE69026785D1 (de)	1996-06-05
DE69026785T2 (de)	1996-11-28
JPH03131674A (ja)	1991-06-05
US4968741A (en)	1990-11-06
BR9004973A (pt)	1991-09-10
EP0421909A2 (fr)	1991-04-10
CA2019593A1 (fr)	1991-04-06

Legal Events

Date	Code	Title	Description
1996-11-27	EEER	Examination request
2005-06-22	MKLA	Lapsed

Publication	Publication Date	Title
EP0421909B1 (fr)	1996-05-01	Latex pour revêtements avec des caractéristiques de formation d'un voile blanchâtre réduites
EP0501272B1 (fr)	1995-10-04	Latex pour revêtement à flexibilité amélioré
EP0780449B1 (fr)	2000-06-28	Procédé pour la préparation d'une peinture multicolore aqueuse
US4064092A (en)	1977-12-20	Coating composition
US4153592A (en)	1979-05-08	Method of preparing a coating composition
US5122566A (en)	1992-06-16	Latex for coatings having reduced blushing characteristics
US5284905A (en)	1994-02-08	Process for producing stable latex
US4097440A (en)	1978-06-27	Resin composition
EP0115468B1 (fr)	1988-01-07	Procédé de préparation de latex stables à grandes particules
US5962579A (en)	1999-10-05	Coating for concrete structures
EP0764666B1 (fr)	1999-05-26	Latex pour revêtements
US4189561A (en)	1980-02-19	Resin composition
CA2199793A1 (fr)	1998-06-27	Preparation pour revetement auto-reticulable